Reaction #41523

Reaction equation

3-hydroxypyridine

potassium carbonate

dimethylformamide

5-fluoro-3-(2-methoxyphenoxy)-2-nitroaniline

→

compound

3-(2-methoxyphenoxy)-2-nitro-5-(pyridin-3-yloxy)-aniline

Solvents

ethyl acetate

Conditions

Workup

1. 1
   Otherthe reaction liquid
2. 2
   OtherThe reaction liquid
3. 3
   Washwashed with water and saturated saline in order
4. 4
   Dryingdried with anhydrous magnesium sulfate
5. 5
   OtherThe solvent was evaporated away under reduced pressure
6. 6
   Otherthe resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=2/1 to 1/1 to 1/2)

Procedure

1.24 g of 3-hydroxypyridine and 5.42 g of potassium carbonate were added to a dimethylformamide (30 ml) solution of 3.03 g of 5-fluoro-3-(2-methoxyphenoxy)-2-nitroaniline, and the reaction liquid was stirred overnight at 90° C. The reaction liquid was diluted with ethyl acetate, washed with water and saturated saline in order, and then dried with anhydrous magnesium sulfate. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=2/1 to 1/1 to 1/2) to obtain the entitled compound as an orange solid.

Source